(2R,3R,4S,5S,6R)-2-[[(3S,5S,10S,13S,14R,16R)-17-(1,4-dihydroxy-8,11-dimethyl-3,7,9-trioxatricyclo[6.3.0.02,6]undecan-5-yl)-16-hydroxy-10,13-dimethyl-2,3,4,5,6,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 4f3ccd92-e516-41eb-853a-25cb38753568
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(3S,5S,10S,13S,14R,16R)-17-(1,4-dihydroxy-8,11-dimethyl-3,7,9-trioxatricyclo[6.3.0.02,6]undecan-5-yl)-16-hydroxy-10,13-dimethyl-2,3,4,5,6,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1COC2(C1(C3C(O2)C(C(O3)O)C4C(CC5C4(CC=C6C5=CCC7C6(CCC(C7)OC8C(C(C(C(O8)CO)O)O)O)C)C)O)O)C
• SMILES (Isomeric): CC1COC2(C1(C3C(O2)C(C(O3)O)C4[C@@H](C[C@@H]5[C@@]4(CC=C6C5=CC[C@@H]7[C@@]6(CC[C@@H](C7)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C)O)O)C
• InChI: InChI=1S/C35H52O12/c1-15-14-43-34(4)35(15,42)29-28(47-34)23(30(41)46-29)24-21(37)12-20-18-6-5-16-11-17(7-9-32(16,2)19(18)8-10-33(20,24)3)44-31-27(40)26(39)25(38)22(13-36)45-31/h6,8,15-17,20-31,36-42H,5,7,9-14H2,1-4H3/t15?,16-,17-,20-,21+,22+,23?,24?,25+,26-,27+,28?,29?,30?,31+,32-,33-,34?,35?/m0/s1
• InChI Key: UAAOKEKGWXZRRZ-XFNIZDTGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₂O₁₂
• Molecular Weight: 664.80 g/mol
• Exact Mass: 664.34587709 g/mol
• Topological Polar Surface Area (TPSA): 188.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.49
• H-Bond Acceptor: 12
• H-Bond Donor: 7
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8128	81.28%
Caco-2	-	0.8543	85.43%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7775	77.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8351	83.51%
OATP1B3 inhibitior	+	0.9226	92.26%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5417	54.17%
P-glycoprotein inhibitior	+	0.6635	66.35%
P-glycoprotein substrate	+	0.6315	63.15%
CYP3A4 substrate	+	0.7356	73.56%
CYP2C9 substrate	-	0.8007	80.07%
CYP2D6 substrate	-	0.8523	85.23%
CYP3A4 inhibition	-	0.9129	91.29%
CYP2C9 inhibition	-	0.9142	91.42%
CYP2C19 inhibition	-	0.9228	92.28%
CYP2D6 inhibition	-	0.9336	93.36%
CYP1A2 inhibition	-	0.9164	91.64%
CYP2C8 inhibition	+	0.7071	70.71%
CYP inhibitory promiscuity	-	0.9048	90.48%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5234	52.34%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9210	92.10%
Skin irritation	-	0.5501	55.01%
Skin corrosion	-	0.9418	94.18%
Ames mutagenesis	-	0.6779	67.79%
Human Ether-a-go-go-Related Gene inhibition	+	0.7043	70.43%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6979	69.79%
skin sensitisation	-	0.9238	92.38%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6249	62.49%
Acute Oral Toxicity (c)	I	0.7663	76.63%
Estrogen receptor binding	+	0.6996	69.96%
Androgen receptor binding	+	0.7538	75.38%
Thyroid receptor binding	-	0.5257	52.57%
Glucocorticoid receptor binding	+	0.6360	63.60%
Aromatase binding	+	0.6394	63.94%
PPAR gamma	+	0.6481	64.81%
Honey bee toxicity	-	0.6654	66.54%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9341	93.41%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.41%	91.11%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	97.60%	94.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.50%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.95%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.60%	97.09%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	92.87%	94.97%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.76%	94.62%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.91%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.69%	95.89%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	90.92%	94.08%
CHEMBL2996	Q05655	Protein kinase C delta	90.18%	97.79%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.63%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.67%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	87.71%	95.93%
CHEMBL1937	Q92769	Histone deacetylase 2	87.61%	94.75%
CHEMBL2581	P07339	Cathepsin D	86.82%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.97%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.90%	94.45%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.50%	97.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.13%	96.61%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.95%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.12%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.59%	97.14%
CHEMBL259	P32245	Melanocortin receptor 4	80.45%	95.38%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.17%	95.50%

Plants that contains it

• Gymnanthemum amygdalinum

Cross-Links

• PubChem: 101683952
• LOTUS: LTS0132841
• wikiData: Q105268527